We analyze thousands of real estate agents in Highwood and nationwide to find you proven local professionals, for free.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*
*Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.
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Information and statistics on the latest trends in the Highwood real estate market. *
Jul 1, 2026 - Sep 30, 2026
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month data ending on quarter boundaries when available.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Rolling three-month supply and activity totals for the selected period.
Market gauge is calculated using active listings and pending sales from the most recently available reporting period (Jul 2026 - Sep 2026).
Highwood currently leans toward sellers, with the market gauge signaling a seller’s market. Inventory is still limited at about three months of supply, even after a sharp year-over-year increase. Homes are also sitting longer, with the rolling three-month median days on market up slightly from last year.
Prices have moved noticeably higher over the past year on this rolling three-month view. The typical home value is up more than 80 percent year over year, and the median list price has climbed by over 50 percent, showing that sellers are testing higher price points. Activity has also picked up, as homes sold have inched up from a year ago while new listings have almost doubled, giving buyers more options without fully tipping the balance in their favor.
More properties are hitting the market, with active listings roughly doubling compared with last year, yet about a third of recent sales still closed above the asking price. At the same time, the average sale-to-list ratio hovers just under 100 percent, indicating that many sellers are pricing close to what buyers are ultimately willing to pay. In a market where conditions tilt toward sellers but options for buyers are expanding, Agent Pronto can connect both buyers and sellers with an agent who understands Highwood’s shifting trends and can guide their next move confidently.
Highwood offers residents a welcoming, walkable community with vibrant local dining, shops, parks, and a friendly, active neighborhood vibe.
Highwood feels distinct from its North Shore neighbors by mixing a tight-knit, small city character with a lively restaurant and arts scene. Just north of Highland Park, it offers walkable blocks, local festivals, and renowned dining that draw both longtime residents and new arrivals.
Downtown Highwood centers on Green Bay Road, where you will find destination spots like Disotto Ristorante and Arriva Dolce alongside casual bars, music venues, and neighborhood services. Seasonal events, including evening markets and food festivals, give the area an energy that feels more urban than many nearby communities.
Outdoor access is a major part of life here. Residents enjoy the lakefront at Millard Park in nearby Lake Forest, local playgrounds, and athletic programs through the Park District of Highland Park. The Highwood Metra station offers a straightforward rail commute to Chicago, which adds appeal for professionals who want both city access and a strong community base.
Families appreciate access to North Shore School District 112 and Highland Park High School, and residents rely on nearby resources like the Highwood Public Library & Community Center for programs and services.
Whether you plan to buy or sell in Highwood, timing and preparation matter in this competitive pocket of the North Shore. Agent Pronto can connect you with a local real estate professional who understands the nuances of this market and can guide you confidently through your next move.
See why so many people rely on Agent Pronto to make their real estate journey a success.
“We weren’t sure how to compare the offers on our house beyond the price. Ryan walked us through the financing, contingencies, and closing dates so we understood the differences. He was patient with our questions and kept us updated as we moved toward closing. We appreciated being able to reach him when something came up.”
“I worked with Eric for the better course of a year to land my first property, and Eric demonstrated extreme patience, flexibility, excellent communication, and great professionalism throughout the whole process. Eric is extremely knowledgeable in his expertise and makes the buyer feel comfortable and confident in their decisions. Eric is extremely approachable and supportive, and I would recommend anyone in the buying market to reach out to Eric with any questions, tours, or any housing-related items.”
“I highly recommend working with Cesar. One of the things I liked best about working with him was that he really seemed to have my best interests at heart. This man will be pulling out his phone light checking basement corners for any signs of mold or water and checking above every stove to see if there’s a proper vent or not. He noticed many things on walk throughs that my parents and I may have just breezed right past and he makes sure to point out the things he notices, good or bad. They say never trust a sales person but idk, I think Cesar’s just in it for the love of the game at this point. I dragged this man to a LOT of houses and he never once rushed me. He was very insistent that we need to find the right fit for me and that I not go past the amount of money I was comfortable with. This was my first time buying a home so I had about 80,000 questions and he was always happy to talk through any questions or concerns. He’s a fun guy to work with as well. In these trying times you need a sense of humor or the home buying process will be miserable. All in all I would definitely recommend working with him.”
“With Diana’s marketing expertise and beautiful professional photos of our house, our house got $100k overasking within the first 24hrs of our listing going live. She did an amazing job protecting our interest and shielding us from random inquiries. We had more than 14 showings in 48 hrs, multiple offers, and several bids.”
“We couldn’t have asked for a better agent than Christin Kaufman to help us sell our home. Our transaction turned out to be far more challenging than we ever expected. We were dealing with an extremely demanding buyer and what seemed like an endless stream of questions, concerns, and new requests. Through all of it, Christin was fantastic. She stayed calm, kept us focused on the end goal, helped us separate the important issues from the noise, and guided us through every new twist without letting the process get off track. She was always responsive, patient, and willing to talk through our options. Anyone can look like a great real estate agent when a transaction goes perfectly. You really learn the value of your agent when things get difficult. Christin proved her value to us over and over again and ultimately helped us get across the finish line. We are incredibly grateful for everything she did for us and would recommend Christin without hesitation to anyone looking to buy or sell a home.”
“Renee is an incredibly knowledgeable agent that has a lot of experience, cares about her clients, and is trustworthy !! She knows the ins and outs of current real estate markets and how to strategically price a property so that it will sell in a timely manner but with the highest yield!! She has sold two of our properties over the last eight years (one in Illinois and one in Wisconsin) and we received more than we expected on each of the sales!! We cannot recommend her highly enough! Thank you so much, Renee!!”
“Scott has been an absolute pleasure to work with for the sale of our condo and now for purchasing our new home. His marketing tactics really helped with scheduling consistent showings for our condo, ultimately resulting in a 30 day close! Timing was of the essence for this particular sale and he was able to get it done with his timely follow-ups, expertise, and extensive knowledge. Not only did he make the process so smooth, he was also easily accessible and available for any questions we had. He can really do it all - from coming to fix a broken lock box to having a successful close all together. I could not recommend Scott enough for everything he has done for us!”
“Shannon is the definition of professionalism, and reliability. First, she helped sell our house, fast and for its maximum value. While other homes sat, ours sold! Secondly, there is no way my wife and I would have ever found our dream home if it weren’t for Shannon’s deep real estate knowledge, and patience with us buyers. This was my 4th real estate transaction, my wife’s 1st and I’ve never had a better experience with a realtor. 10/10 recommendation to anyone in the city or suburbs, no matter your experience with home buying or selling.”
“I highly recommend working with Meldina! She is incredibly accommodating and always willing to show the properties, even on the short notice. She is very knowledgeable about the location we are exploring and her positive attitude, amazing energy and solution oriented mindset truly make a difference.Her professionalism and enthusiasm make the entire experience enjoyable. Thank you, Meldina, for you outstanding support and dedication.”
“We trusted Marek Prus because of his excellent reputation in the real estate business, and he did not disappoint. He did a great job selling our condo, and buying our new townhouse. Marek was diligent, on time and prepared every time. He truly cared about our unique situation. From handling negotiations to resolving last minute hiccups, Marek Prus proved to be an excellent problem solver. Thanks to his vast knowledge and experience, we felt safe and comfortable throughout the entire selling and buying process. We strongly recommend him to anyone! Thank You Marek!”
“Working with Steve was an incredible experience from start to finish. I had the utmost confidence that he was always looking out for my best interests. He was knowledgeable, responsive, honest, and patient throughout every step of the process. No question was ever too small, and I always felt informed and supported when making important decisions. His professionalism and dedication made what could have been an overwhelming experience feel smooth and manageable. I truly felt like I had someone in my corner the entire time, and I couldn't be happier with the outcome. I would recommend him without hesitation to anyone looking for a realtor they can genuinely trust. Thank you for going above and beyond!”
“I don’t know how she does it, but Marina is truly exceptional at her craft! She helped us close on a house in Mount Prospect, even in the hardest market to buy. I have no words to describe how amazing she is but she doesn’t need them, her work speaks for itself! Thank you always Marina!”
“Jem did an amazing job helping me find my home . She was thoughtful, and definitely had my best interest in mind . She was right by my side through the entire process , advocated for me . Her knowledge and expertise is exceptional as well as her negotiating skills . Thanks to Jen I was able to find the home I was looking for, my perfect fit. She took the time to understand my needs and preferences and did an amazing job. Definitely recommend without hesitation. Thank you Jem !!!”
“We are so incredibly grateful to have had Bryce Fuller with The Fuller Force Team help us find our first home! From the very beginning, Bryce made what could have been a stressful and overwhelming process feel so much easier and more exciting. He was incredibly patient, knowledgeable, responsive, and genuinely listened to what we were looking for. He never made us feel pressured and always took the time to answer our questions, explain things, and make sure we felt comfortable with every decision along the way. It was clear from the start that he truly cared about finding the right home for us and not just making a sale. Buying our first home is such a huge milestone for us, and we honestly couldn’t have asked for a better realtor to experience it with. Bryce went above and beyond throughout the entire process, and we are so thankful for all of his hard work, guidance, and support. We absolutely love our new home and are so excited for this next chapter of our lives. We would recommend Bryce and The Fuller Force Team to anyone looking to buy or sell a home. We couldn’t be happier with our experience!”
“Carrie and her team were amazing from start to finish. We felt taken care of every step of the way, despite it being the first time we've sold a property. They were quick to respond when we had questions. They accommodated us as by grouping showings as best as possible. Carrie was always open to a call to help walk us through the options and negotiations which was greatly appreciated. 10/10 would recommend!”
“I highly recommend Jason as a realtor! He was professional, honest, trustworthy, and truly made the process of selling my home feel smooth and stress-free. He was always responsive, knowledgeable, and had my best interests in mind throughout the entire process. I felt confident knowing I was in good hands. Thank you, Jason, for your hard work and professionalism!”
“I had a wonderful experience working with Jary buy my new home. As first-time buyer,I had a lot of questions. Jary was patient, kind, and always available to talk. She knew the local market very well and helped me find the house without any pressure. During the offer process, her advice was spot-on. I could not have done this without her. Highly recommend!”
“Emir is a wonderful agent! His expertise in real estate was great and he was extremely helpful with any questions. He was patient and always responded in a timely manner. I would highly recommend hiring Emir as your agent!”
“Graham was absolutely wonderful to work with during our out of state move. He kept everything feeling smooth and stress free, stayed in great communication, and was always quick to answer any questions we had. His friendly attitude and willingness to help made the whole selling process so much easier. We truly appreciated all his support and would happily recommend him to anyone looking for a realtor!”
“Nicole and team could not have been better. List to close in under two months, with some challenging market conditions near us. Combine that with multiple offers, and 100% of ask and we couldn't be happier. She is thorough, meticulous, and kept us looped in to her thought process on marketing, offers, and closing. She previously helped family members with their purchase, and they were very happy as well. Thanks Nicole.”
There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Highwood. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.
Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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